Family-friendly holiday rentals in Upminster

Free Parking | Private Flat Near O2 & Greenwich

Private self-contained flat with free parking in peaceful Avery Hill, South East London. Ideal for couples, families, business travellers and O2 visitors. Features a private entrance, king-size bed, single bed, sofa bed, shower room, living area, kitchenette, WiFi and courtyard seating. Close to Greenwich, Blackheath, Eltham Palace and The O2, with excellent links to Central London. ✓ Sleeps 4 ✓ Free parking ✓ Self check-in ✓ Private entrance ✓ Fast WiFi ✓Courtyard ✓ Near 02 Arena & Greenwich

Indoor spaces · Kitchen · Check-in

Luxury Apartment in West Hanningfield + Tennis.

A self contained cottage with the use of a Tennis Court and a beautiful private walled garden which is accessed through patio doors from the living space. It’s set in unspoilt peaceful countryside yet only a 5 minute drive into Stock Village with its four outstanding pubs, cafe and Greenwood’s Hotel and Spa. There is The Ship pub in West Hanningfield and The Windmill pub in South Hanningfield. The vibrant Chelmsford City Centre is a 10 minute drive and the RHS Hyde Hall is a 5 minute drive away.

Indoor spaces · Kitchen · View

Luxurious houseboat in London

The houseboat is a unique place to stay in London, within easy reach of all of London’s landmarks, including Tower Bridge and Tower of London (5 mins by train). The boat is moored within a marina which means that there is very limited boat movement on the water. The houseboat is custom-designed with every possible comfort, including super fast Wifi, smart TV with content streaming services, and supremely comfortable beds. Radiators throughout the boat make this a comfortable year round option.

Family · Kitchen · Outdoor spaces

The Garden house- hot tub &sauna

Garden House is a tranquil haven nestled in rural Essex. A 5-bed holistic house where serenity meets rejuvenation. Welcome to your home away from home, where every detail is designed to nurture your mind, body, and spirit. With walks on your doorstep. 15 minutes to stansted airport and near the M11 and M25. Down a quiet country lane with a cricket pitch next door. We have 5 spacious bedrooms, 2 with en-suite, 3 showers, 4 toilets, Outdoor area with bbq, sauna, hot tub and private garden.

Family · Kitchen · Layout

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

Family · Kitchen · Comfort

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

Family · Kitchen · Air conditioning

Private studio with deck

A comfortable studio apartment set apart from the main house with off road parking right outside. Guests have their own front door, and there is a private deck looking out over neighbouring farmland . The studio has a private shower room, fresh towels and sheets are provided. There is a small kitchen area with a microwave, a toaster and an air fryer. We can arrange check in and check out times to suit us both, and we are happy to advise on the local area. Please ask!

Indoor spaces · Kitchen · Accuracy

Self-contained 1 bed annexe in semi-rural location

Spacious, self contained accommodation in a peaceful location. This annexe offers lots of space, a fully equipped kitchen, a desk to work at and large wardrobes for storage. Parking for 1 vehicle, 2nd space available if requested. It’s a 5 min drive from the The Brentwood Centre & approx. 10 min drive to the High Street. There are local supermarkets, takeaways & restaurants within a 15 min walk away. There are some lovely walks on the door step.

Indoor spaces · Family · Access

Attractive 2 Bedroom Penthouse with free Parking

2 Bedrooms furnished with award winning OTTY mattresses for a deep sleep, sliding mirrored wardrobes and ample storage for your belongings. Luxury bathroom with steel bathtub and shower facility. Open plan Living room/ Dining and Kitchen area, Crystal chandelier to light your space to a Snooker/ Pool table, 55" smart TV, Cosy L Sofa, Smoked Glass Coffee and Dining table. Well stocked kitchen with appliances including a washing machine and dishwasher.

Kitchen · Family · Condition

A home away from home with a big welcome

Enjoy the peace and quiet of a no-through road. 8 minute walk to Slade Green station. Recommended for 2 guests Full use of the fully equipped kitchen Private bathroom, nothing shared apart from garden. Experience the feel of being at home. Free parking on the street, easy access to A2, M25, QE bridge/Dartford tunnel. Short and long stays can be accommodated although a minimum of two days

Indoor spaces · Family · Value

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

Family · Indoor spaces · Value

The Coach House, Halstead Hall

The Coach House, Halstead Hall is a cosy, detached cottage within the grounds of the Grade II listed residence of the esteemed author Edith Nesbitt. Located in the peaceful village of Halstead, this idyllic retreat offers tranquility while being conveniently just a 20-minute train journey from London, accessible via a short taxi or bus ride to the local train station.

Indoor spaces · Family · Checkout